2-(R'-oxymethyl)-perimidines

Abstract

Certain perimidines are observed to be useful antiulcer agents in view of their activity as inhibitors of gastric acid secretion and ulcer formation. Among such antiulcer agents are novel 2-(R'-oxymethyl)-perimidine derivatives, wherein R 1 is a member selected from the group consisting of benzoyl, carbamyl, N-loweralkylcarbamyl, and N,N-diloweralkylcarbamyl.

We claim: 
     
       1. The method of aiding the prevention and amelioration of stomach ulcers which comprises internally administering to subject having stomach ulcers a pharmaceutical composition useful for treatment of said stomach ulcers in dosage unit form comprising per dosage unit from about 5 to about 500 mg of a member selected from the group consisting of a perimidine compound having the formula: ##SPC6## wherein R is a member selected from the group consisting of hydrogen, loweralkyl, cyanoloweralkyl, mercaptoloweralkyl, hydroxyloweralkyl, carbamyl, loweralkanoyloxymethyl, benzoyloxymethyl, carbamyloxymethyl, N-loweralkyl-carbamyloxymethyl, n,N-diloweralkyl-carbamyloxymethyl, loweralkoxy-loweralkyl, amino-loweralkyl, N-loweralkyl amino-loweralkyl and N, N-diloweralkylamino-loweralkyl, said loweralkyl and N,N-diloweralkyl-carbamyloxymethyl, loweralkoxy being straight or branch chained and having from 1 to 5 carbon atoms, and a therapeutically active acid addition salt thereof, as an active ingredient in admixture with a pharmaceutically acceptable carrier. 
     
     
       2. The method of aiding the prevention and amelioration of stomach ulcers which comprises internally administering to a subject having stomach ulcers a pharmaceutical composition useful for treatment of said stomach ulcers in dosage unit form comprising per dosage unit from about 5 to about 500 mg of a member selected from the group consisting of a permidine compound having the formula: ##SPC7## wherein R' is a member selected from the group consisting of benzoyl, carbamyl, N-loweralkyl-carbamyl and N,N-diloweralkylcarbamyl, said loweralkyl being straight or branch chained and having from 1 to 5 carbon atoms, and a therapeutically active acid addition salt thereof, as an active ingredient in admixture with a pharmaceutically acceptable carrier.   
     
     
       3. The method of claim 1 wherein R is hydrogen. 
     
     
       4. The method of claim 1 wherein R is methyl. 
     
     
       5. The method of claim 1 wherein R is carbamyl. 
     
     
       6. The method of claim 1 wherein R is carbamyloxymethyl. 
     
     
       7. The method of claim 1 wherein R is methoxymethyl. 
     
     
       8. The method of claim 1 wherein the dosage unit form is a tablet. 
     
     
       9. The method of claim 1 wherein the dosage unit form is a capsule. 
     
     
       10. A pharmaceutical composition useful for treatment of stomach ulcers in dosage unit form comprising from about 5 to about 500 mg of a member selected from the group consisting of a perimidine compound having the formula: ##SPC8## wherein R' is a member selected from the group consisting of benzoyl, carbamyl, N-loweralkyl-carbamyl and N,N-diloweralkylcarbamyl, said loweralkyl being straight or branch chained and having from 1 to 5 carbon atoms, and a therapeutically active acid addition salt thereof, as an active ingredient in admixture with a pharmaceutically acceptable carrier.   
     
     
       11. A compound selected from the group consisting of a perimidine having the formula: ##SPC9## wherein R' is a member selected from the group consisting of benzoyl, carbamyl, N-loweralkyl-carbamyl and N,N-diloweralkylcarbamyl, said loweralkyl being straight or branch chained and having from 1 to 5 carbon atoms, and a therapeutically active acid addition salt thereof.   
     
     
       12. A compound selected from the group consisting of (2-perimidyl)methyl carbamate and a therapeutically active acid addition salt thereof. 
     
     
       13. (2-Perimidyl)methyl N,N-dimethylcarbamate. 
     
     
       14. (2-Perimidyl)methyl benzoate.